Articles with "quaternary carbon" as a keyword



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Construction of Vicinal Quaternary Carbon Centers via Cobalt-Catalyzed Asymmetric Reverse Prenylation.

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Published in 2019 at "Organic letters"

DOI: 10.1021/acs.orglett.8b04030

Abstract: A highly enantioselective cobalt-catalyzed reverse prenylation of β-ketoester with tertiary allylic carbonate to construct vicinal all-carbon quaternary carbon centers has been developed. By using the cobalt/( S, S)Ph-BPE complex generated in situ with zinc reduction,… read more here.

Keywords: carbon; cobalt; reverse prenylation; carbon centers ... See more keywords
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Catalytic Enantio- and Diastereoselective Cyclopropanation of 2-Azadienes for the Synthesis of Aminocyclopropanes Bearing Quaternary Carbon Stereogenic Centers.

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Published in 2019 at "Organic letters"

DOI: 10.1021/acs.orglett.9b02692

Abstract: We report the catalytic enantio- and diastereoselective preparation of aminocyclopropanes by the cyclopropanation of terminal and (Z)-internal 2-azadienes with donor/acceptor carbenes derived from α-diazoesters. The resulting cyclopropanes bear quaternary carbon stereogenic centers vicinal to the… read more here.

Keywords: enantio diastereoselective; carbon; quaternary carbon; carbon stereogenic ... See more keywords
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Pd-Catalyzed Allylic Alkylation of gem-Alkyl,Aryl-Disubstituted Allyl Reagents with Ketones: Diastereoselective Construction of Vicinal Tertiary and Quaternary Carbon Centers

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Published in 2018 at "ACS Catalysis"

DOI: 10.1021/acscatal.7b04313

Abstract: (E)-gem-Alkyl,aryl-disubstituted allyl carbonates can react with ketones under Pd catalysis using a commercially available NHC ligand by suppressing the β-H elimination. Ketones with α-tertiary, β-quaternary carbon stereocenters were produced in high yields with high regio-… read more here.

Keywords: aryl disubstituted; tertiary quaternary; disubstituted allyl; quaternary carbon ... See more keywords
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Structure and Properties of Poly-α-olefins Containing Quaternary Carbon Centers

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Published in 2020 at "ACS Omega"

DOI: 10.1021/acsomega.9b04361

Abstract: In this paper, poly-α-olefins (PAO) containing quaternary carbon centers were prepared by two-step oligomerization using a metallocene catalyst followed by a Ziegler–Natta catalyst. First, the 1-decene dimer was oligomerized with [t-BuN(Me)2C(η5-C5H4)]ZrCl2, and the effects of… read more here.

Keywords: product; containing quaternary; carbon centers; quaternary carbon ... See more keywords
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Palladium-Catalyzed Markovnikov Hydroaminocarbonylation of 1,1-Disubstituted and 1,1,2-Trisubstituted Alkenes for Formation of Amides with Quaternary Carbon.

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Published in 2021 at "Journal of the American Chemical Society"

DOI: 10.1021/jacs.1c03454

Abstract: Hydroaminocarbonylation of alkenes is one of the most promising yet challenging methods for the synthesis of amides. Herein, we reported the development of a novel and effective Pd-catalyzed Markovnikov hydroaminocarbonylation of 1,1-disubstituted or 1,1,2-trisubstituted alkenes… read more here.

Keywords: hydroaminocarbonylation disubstituted; quaternary carbon; catalyzed markovnikov; hydroaminocarbonylation ... See more keywords
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Stereospecific Construction of Quaternary Carbon Stereocenters from Quaternary Carbon Stereocenters

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Published in 2022 at "Journal of the American Chemical Society"

DOI: 10.1021/jacs.2c01695

Abstract: Organoaluminum species promote a smooth nucleophilic substitution at the quaternary carbon stereocenter of stereodefined polysubstituted cyclopropyl methyl phosphate with a complete inversion of configuration, even when more reactive functional groups are present. The regio- and… read more here.

Keywords: carbon; quaternary carbon; carbon stereocenters; stereocenters quaternary ... See more keywords
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Chromium-catalyzed para-selective formation of quaternary carbon centers by alkylation of benzamide derivatives

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Published in 2018 at "Nature Communications"

DOI: 10.1038/s41467-018-07069-1

Abstract: Selective creation of quaternary carbon centers has been a long-standing challenge in synthetic chemistry. We report here the chromium-catalyzed, para-selective formation of arylated quaternary carbon centers by alkylative reactions of benzamide derivatives with tertiary alkylmagnesium… read more here.

Keywords: chromium catalyzed; carbon; carbon centers; para selective ... See more keywords
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Constructing chiral aza-quaternary carbon centers by enantioselective carbonylative Heck reaction of o-iodoanilines with allenes

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Published in 2021 at "Organic chemistry frontiers"

DOI: 10.1039/d0qo01486a

Abstract: The construction of chiral aza-quaternary carbon centers via C–N bond formation has been achieved by a palladium-catalyzed asymmetric carbonylative Heck reaction of o-iodoanilines with allenes, providing chiral dihydroquinolinone derivatives with moderate to high yield and… read more here.

Keywords: chiral aza; aza quaternary; carbon centers; quaternary carbon ... See more keywords
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Synthesis of pyranopyrazoles with a chiral quaternary carbon stereocenter via copper-catalyzed enantioselective [3 + 3] cycloaddition.

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Published in 2022 at "Chemical communications"

DOI: 10.1039/d1cc07058d

Abstract: A copper-catalyzed enantioselective [3 + 3] cycloaddition of propargyl carbonates and pyrazolones has been disclosed. This reaction provided an efficient route to synthesize pyranopyrazoles containing a chiral quaternary carbon stereocenter in good yields with good… read more here.

Keywords: carbon stereocenter; enantioselective cycloaddition; chiral quaternary; quaternary carbon ... See more keywords
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Quaternary carbon construction through Piancatelli rearrangement: easy access to spirocyclopentenones.

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Published in 2022 at "Chemical communications"

DOI: 10.1039/d2cc00050d

Abstract: A new and efficient approach to a series of novel multifunctionalized spirocyclopentenone scaffolds through Piancatelli rearrangement was developed under metal-free conditions. This method has been successfully applied to O-, N- and C-nucleophiles with excellent yields. read more here.

Keywords: construction piancatelli; piancatelli rearrangement; carbon construction; quaternary carbon ... See more keywords
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Recent Advances in Asymmetric Catalytic Construction of Oxa-Quaternary Carbon Centers

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Published in 2023 at "Organic Chemistry Frontiers"

DOI: 10.1039/d3qo00527e

Abstract: Compounds bearing oxa-quaternary carbon centers, such as chiral tertiary alcohols, ethers, esters, and acetals are widely found in a number of bioactive compounds, natural products, agrochemicals and drugs. Besides, they... read more here.

Keywords: oxa quaternary; carbon centers; quaternary carbon; advances asymmetric ... See more keywords